Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/35—Heterocyclic compounds
  • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
  • D06M13/358—Triazines
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
  • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
  • D06L4/60—Optical bleaching or brightening
  • D06L4/686—Fugitive optical brightening; Discharge of optical brighteners in discharge paste; Blueing; Differential optical brightening
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/35—Heterocyclic compounds
  • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
  • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
  • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
  • D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
  • D06P1/628—Compounds containing nitrogen
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/916—Natural fiber dyeing
  • Y10S8/917—Wool or silk
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/92—Synthetic fiber dyeing
  • Y10S8/924—Polyamide fiber

Definitions

• the present invention relates to a process for quenching or suppressing the fluorescence of natural or synthetic polyamide substrates treated, or to be treated, with florescent whitening agents, by the application of UV absorbers, and to the material so treated.
• the invention relates to a process for quenching or suppressing the fluoroescence of natural or synthetic polyamide substrates treated, or to be treated, with fluoroescent whitening agents, which process comprises applying to said substrates, before or after the treatment with the fluorescent whitening agent, a sulfonated UV absorber of formula ##STR2## wherein R 1 is hydrogen, halogen, C 1 -C 12 -alkyl, C 5 -C 6 -cycloalkyl, C 7 -C 9 -phenylalkyl or sulfo,
• R 2 is hydrogen, C 1 -C 4 -alkyl, C 1 14 C 4 -alkoxy, halogen, hydroxy or sulfo,
• R 3 is hydrogen, C 1 -C 12 -alkyl, C 1 -C 4 -alkoxy, phenyl, C 1 -C 8 -alkylphenyl, C 5 -C 6 -cycloalkyl, C 2 -C 9 -alkoxycarbonyl, halogen, carboxy-C 1 -C 4 -alkyl, C 2 -C 9 -phenylalkyl or sulfo and
• X is a radical of formula ##STR3## wherein R 4 is hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 2 -C 9 -alkoxycarbonyl, carboxy or sulfo,
• R 5 is hydrogen or halogen
• R 6 and R 7 are each independently of the other C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 5 -C 6 -cycloalkyl, phenyl or phenyl which is substituted by C 1 -C 4 -alkyl and hydroxy,
• Suitable UV absorbers of formula (1) are
• R 2 is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, chlorine, hydroxy or sulfo,
• R 3 is C 1 -C 12 -alkyl, C 1 -C 4 alkoxy, phenyl, C 1 -C 8 -alkylphenyl, C 5 -C 6 -cycloalkyl, C 2 -C 9 -alkoxycarbonyl, chlorine, carboxyethyl or C 7 -C 9 -phenylalkyl or sulfo,
• R 4 is hydrogen, chlorine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 2 -C 9 -alkoxycarbonyl, carboxy or sulfo and
• R 5 is hydrogen or chlorine
• compounds of formula (2) are the sodium salt of 3-(2'H-benzotriazol-2'-yl)-5-tert-butyl-4-hydroxybenezenesulfonic acid, 3-(2'H-5'-chlorobenzotriazol-2'-yl)-5-tert-butyl-14-hydroxybenzenesulfonic acid, and 3-(2'H-benzotriazol-2'-yl)-5-sec-butyl-4-hydroxybenzenesulfonic acid, and
• R 2 is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or hydroxy
• R 3 is hydrogen or sulfo
• R 6 and R 7 are each independently of the other C 1 14 C 4 -alkyl, C 1 -C 4 -alkoxy,
• Examples of compounds of formula (3) are the sodium salt of 3-(4',6'-diphenyl-s-triazin-2'-yl)-4-hydroxy-6-methoxybenzenesulfonic acid, 3-(4',6'-diphenyl-s-triazin-2'-yl)-4-hydroxy-6-ethoxybenzenesulfonic acid and 3-(4',6'-diphenyl-s-triazin-2'-yl)-4-hydroxy-6-propoxybenzenesulfonic acid.
• UV absorbers Mixtures of UV absorbers can also be used.
• the UV absorber is preferably applied to the substrate from an aqueous medium.
• the UV absorber can be applied to the substrate and fixed thereon by all known methods of dyeing or printing, for example by treatment in a long bath in the temperature range from 20° to 140° C., by impregnation and batching at room temperature or elevated temperature, for example in the range from 20° to 90° C. for 30 minutes to 48 hours, depending on the temperature, by padding and fixing by treatment with saturated steam, superheated steam, hot air, or by treatment with high frequency or contact heat.
• the UV absorber can also be applied by heat transfer printing.
• the UV absorber can further be fixed on the substrate in combination with organic polymers, for example in the form of aqueous or non-aqueous surface coatings, or by the method of pigment printing.
• the method of applying and fixing the UV absorber and the amount of UV absorber employed depends on the substrate, the dye used, the florescent whitening agents and their fastness properties, and on the properties of the UV absorber. In general, good quenching effects are obtained when the UV absorber is used in an amount of 0.1 to 5% by weight, based on the weight of the substrate.
• the UV absorber can be applied after treatment with a fluorescent whitening agent or before, during or after dyeing or printing a substrate treated with a fluorescent whitening agent. Treatment with the UV absorber can also be effected before, during or after dyeing or printing, before the substrate is treated with a fluorescent whitening agent.
• This last mentioned procedure is used, for example, for treating articles of clothing which are washed after use.
• commercial detergents and soaps for domestic use usually contain fluorescent whitening agents to impart a whiter appearance to the washed articles.
• the shade after drying is different from what it was previously, especially in the case of light shades such as blue, pink and beige.
• the white effects are quenched or suppressed locally or over the whole area of the substrate.
• These white effects are produced with commercially available fluorescent whitening agents, for example the known anionic or cationic fluorescent whitening agents and disperse fluorescent whitening agents used in detergent compositions.
• fluorescent whitening agents are derivatives of bis(triazinylamino)stilbenedisulfonic acid, triazolyl derivatives of stilbenesulfonic acids, bis(stilbene) compounds, pyrazoline, coumarin, bis(benzimidazolyl), bis(oxazolyl), naphthalimide, cyanine, benzoxazolyl and oxacyanine derivatives.
• textile materials will be understood as meaning textile materials made of natural or synthetic polyamides, by which are meant in turn, for example, yarns, wovens, knits or nonwovens.
• the textile materials can also consist of blends of polyamides with other fibres.
• the fabric is put into each liquor at 50° C., the temperature is raised to 90° C. over 20 minutes, and dyeing is carried out for 45 minutes. The samples are then rinsed with cold water and dried at 80° C.
• UV absorbers are used as UV absorbers.
• Two pieces of bleached wool muslin, each of 20 g, are dyed with and without UV absorber.
• the dye liquors contain 2% of ammonium sulfate, 2% of the sulfonated polyadduct of naphthalene and formaldehyde, and 0.005% of the dye of formula X.
• Liquor A contains no further ingredients, whereas liquor B additionally contains 1% of the UV absorber of formula IX ##STR11##
• the liquor to goods ratio is 1:50 and the goods are put into the liquor at 50° C.
• the dye liquor is heated to 95° C. over 45 minutes and afterwards the goods are thoroughly rinsed cold, centrifuged, and dried at 80° C.
• the sample conventionally dyed (in liquor A) undergoes a marked change of shade when washed with a detergent which contains fluorescent whitening agent: the dyeing is redder and more brilliant.
• the sample dyed in liquor B remains unchanged and also exhibits no fluorescence in UV light as compared with the first sample.
• Example 10 The procedure described in Example 10 is repeated, using 0.015% of the dye of formula V.
• the dyed samples differ in behaviour: the shade of the sample containing UV absorber remains unchanged, whereas that of the sample dyed conventionally is redder and more brilliant.

Landscapes

• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Coloring (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Detergent Compositions (AREA)
• Paper (AREA)

Applications Claiming Priority (2)

Publications (1)

Family

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Family Applications (1)

Country Status (4)

Cited By (47)

Families Citing this family (3)

Citations (4)

• 1988
  • 1988-09-23 US US07/248,076 patent/US4950304A/en not_active Expired - Fee Related
  • 1988-09-29 DE DE8888116113T patent/DE3877484D1/de not_active Expired - Fee Related
  • 1988-09-29 EP EP88116113A patent/EP0310083B1/de not_active Expired - Lifetime
  • 1988-09-30 JP JP63244695A patent/JPH01124682A/ja active Pending

Patent Citations (7)

Non-Patent Citations (3)

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